Molybdopterin

Molybdopterin

Names
IUPAC name [2-amino-4-oxo-6,7-bis(sulfanyl)-3,5,5~{a},8,9~{a},10-hexahydropyrano[3,2-g]pteridin-8-yl]methyl dihydrogen phosphate[1]
Identifiers
CAS Number	73508-07-3 Y
3D model (JSmol)	based on the images on this page: Interactive image from the PubChem page; several discrepancies with images on this page: Interactive image with molybdenum; based on this image: Interactive image
MeSH	molybdopterin
PubChem CID	135402014
UNII	ATN6EG42UQ Y
InChI [2]: InChI=1S/C10H14N5O6PS2/c11-10-14-7-4(8(16)15-10)12-3-6(24)5(23)2(21-9(3)13-7)1-20-22(17,18)19/h2-3,9,12,23-24H,1H2,(H2,17,18,19)(H4,11,13,14,15,16) Key: HPEUEJRPDGMIMY-UHFFFAOYSA-N[3][4]
SMILES based on the images on this page: NC(=N1)NC(=O)C2=C1N[C@H]3[C@@H](N2)C(S)=C(S)[C@H](O3)COP([O-])([O-])=O from the PubChem page; several discrepancies with images on this page: C(C1C(=C(C2C(O1)NC3=C(N2)C(=O)NC(=N3)N)S)S)OP(=O)(O)O with molybdenum; based on this image: NC(=N1)NC(=O)C2=C1N[C@H]3[C@@H](N2)C(S4)=C(S[Mo]4(=O)(=O)O)[C@H](O3)COP([O-])([O-])=O
Properties
Chemical formula	C 10H 10N 5O 6PS 2 + R groups
Molar mass	394.33 g/mol (R=H)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Molybdopterins are a class of cofactors found in most molybdenum-containing and all tungsten-containing enzymes. Synonyms for molybdopterin are: MPT and pyranopterin-dithiolate. The nomenclature for this biomolecule can be confusing: Molybdopterin itself contains no molybdenum; rather, this is the name of the ligand (a pterin) that will bind the active metal. After molybdopterin is eventually complexed with molybdenum, the complete ligand is usually called molybdenum cofactor.

Molybdopterin consists of a pyranopterin, a complex heterocycle featuring a pyran fused to a pterin ring. In addition, the pyran ring features two thiolates, which serve as ligands in molybdo- and tungstoenzymes. In some cases, the alkyl phosphate group is replaced by an alkyl diphosphate nucleotide. Enzymes that contain the molybdopterin cofactor include xanthine oxidase, DMSO reductase, sulfite oxidase, and nitrate reductase.

The only molybdenum-containing enzymes that do not feature molybdopterins are the nitrogenases (enzymes that fix nitrogen). These contain an iron-sulfur center of a very different type, which also contains molybdenum.^[5]